Florida Vacation Rentals

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Start searching thousands of Florida vacation rentals by owner, spanning from the historic charm of St. Augustine to the tropical paradise of the Florida Keys. Our list includes beachfront condos, cozy cottages, and luxurious beach house villas. Located in sought-after destinations like Pensacola, Destin, Panama City Beach, Anna Maria Island, and everywhere in between, your dream Florida getaway awaits. Use the filters and start your search below.

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Featured

From/Per night^$265

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Naples Vacation Rentals

3/BR 2/BA SLEEPS 5

Featured

From/Per night^$314

Direct Oceanfront - Heated Pool & Hot Tub

Daytona Beach Shores Vacation Rentals

3/BR 3/BA SLEEPS 8

Featured

From/Per night^$180

Casa Gucci - Anna Maria Island Vacation Rental

Holmes Beach Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$80

Double Diamond Rentals - Your Tranquil Retreat - Guest Suite, 1 bed 1 bath near to Wellington

West Palm Beach Vacation Rentals

1/BR 1/BA SLEEPS 2

From/Per night^$400

Key Largo Ocean Front Villa with Dock and Incredible views

Key Largo Vacation Rentals

3/BR 3/BA SLEEPS 6

From/Per night^$850

Summer openings: May 24-June 1 and Aug 2-9

Destin Area Vacation Rentals

6/BR 4/BA SLEEPS 18

From/Per night^$650

Beach Retreat East! Huge pool & hot tub 6 Bedrooms 6.5 baths!

Destin Area Vacation Rentals

6/BR 6.5/BA SLEEPS 16

From/Per night^$150

Cute Pool Home in Venice Close to Beach with Bikes and Kayaks!

Venice Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$252

PRIME LOCATION ON AMI DIRECTLY ON WHITE SUGAR SAND BEACH HEATED POOL

Bradenton Beach Vacation Rentals

2/BR 2/BA SLEEPS 4

From/Per night^$250

Private Pool, Dock & Gulf Access: Cape Coral Home!

Cape Coral Vacation Rentals

4/BR 2.5/BA SLEEPS 8

From/Per night^$274

Rolling Skies Mansion 9BR Poolside Cinema | Disney

Davenport Vacation Rentals

9/BR 5/BA SLEEPS 26

From/Per night^$215

Nacho Condo

Perdido Key Vacation Rentals

3/BR 2/BA SLEEPS 7

From/Per night^$375

Siesta Key! Newly Remodelled Condo Directly on Crescent Beach. May and June Dates available!

Sarasota Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$145

Oceanfront Condo with Parking at Shores of Panama

Panama City Beach Area Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$125

OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK

Panama City Beach Area Vacation Rentals

1/BR 2/BA SLEEPS 4

From/Per night^$100

Sandy Toes & Salty Kisses BEACHFRONT CONDO

Panama City Beach Area Vacation Rentals

3/BR 2/BA SLEEPS 8

From/Per night^$120

Beachfront Studio Retreat on Anna Maria Island

Bradenton Beach Vacation Rentals

0/BR 1/BA SLEEPS 4

From/Per night^$1642

Nick of Time and Love Shack , 30A-Beaches-South Walton, Florida Vacation Rental by Owner

Santa Rosa Beach Vacation Rentals

10/BR 9/BA SLEEPS 22

From/Per night^$800

Bayside Inn

Anna Maria Vacation Rentals

5/BR 5/BA SLEEPS 14

From/Per night^$335

Diving, Fishing, Snorkeling, Kayaking Paradise

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$350

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

Key Largo Vacation Rentals

2/BR 2/BA SLEEPS 6

From/Per night^$200

FAMILY FRIENDLY: BOOK NOW. 2ND FLOOR UNIT OVERLOOKING THE BEAUTIFUL GULF.

Panama City Beach Vacation Rentals

2/BR 2/BA SLEEPS 8

From/Per night^$413

Blue Marlin

Anna Maria Vacation Rentals

4/BR 4.5/BA SLEEPS 8

From/Per night^$171

Sandy's Siesta Key Condo

Siesta Key Vacation Rentals

2/BR 1.5/BA SLEEPS 4

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Florida Rentals

Depending on the location vacation rentals in Florida may be minimum stay restrictions and preferred turnover days.

Hosts in off the beaten path locations often rent homes for nightly stays
Nightly rentals can be found more readily in the low season throughout Florida
Some hosts in busier cities may require 7 night min stays with check in's on Fridays or Saturdays.
Monthly and seasonal rentals can be found in cities that are restricted to 28 night stays.
Check information further below to help narrow down your search.

Where to Search for Monthly and Seasonal Florida Rentals?

Discover the perfect escape with our monthly and seasonal Florida rental locations, offering flexibility and comfort for extended stays. From the laid-back beaches of the Gulf Coast to the vibrant cities of Naples and the Florida Keys, we offer a diverse portfolio of properties spanning across the Sunshine State, catering to every preference and lifestyle. Whether you're seeking a winter retreat to soak up the sun or a summer getaway to explore the cultural delights of Florida's cities, our rental locations provide the ideal home base for your extended stay. With options ranging from beachfront condos and cozy cottages to spacious villas and urban apartments, you can immerse yourself in the beauty and excitement of Florida for as long as you desire.

Florida Rentals by Owner

Search All Florida Rentals By Owner

Florida Rentals

Popular Florida Rentals Searches

Where to Search for Monthly and Seasonal Florida Rentals?

Popular Monthly and Seasonal Locations

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Florida Vacation Rentals

Search All Florida Rentals By Owner

Newly Renovated 3/2 west of 41 in Parkshore! $8500 monthly for annual, seasonal pricing varies.

Direct Oceanfront - Heated Pool & Hot Tub

Casa Gucci - Anna Maria Island Vacation Rental

Double Diamond Rentals - Your Tranquil Retreat - Guest Suite, 1 bed 1 bath near to Wellington

Key Largo Ocean Front Villa with Dock and Incredible views

Summer openings: May 24-June 1 and Aug 2-9

Beach Retreat East! Huge pool & hot tub 6 Bedrooms 6.5 baths!

Cute Pool Home in Venice Close to Beach with Bikes and Kayaks!

PRIME LOCATION ON AMI ** DIRECTLY ON WHITE SUGAR SAND BEACH ** HEATED POOL

Private Pool, Dock & Gulf Access: Cape Coral Home!

Rolling Skies Mansion 9BR Poolside Cinema | Disney

Nacho Condo

Siesta Key! Newly Remodelled Condo Directly on Crescent Beach. May and June Dates available!

Oceanfront Condo with Parking at Shores of Panama

OCEAN FRONT KING BDR, 2 BATHS, BUNK RM, FREE BEACH CHAIRS, NEAR PIER PARK

Sandy Toes & Salty Kisses BEACHFRONT CONDO

Beachfront Studio Retreat on Anna Maria Island

Nick of Time and Love Shack , 30A-Beaches-South Walton, Florida Vacation Rental by Owner

Bayside Inn

Diving, Fishing, Snorkeling, Kayaking Paradise

Diving, Fishing, Snorkeling, Kayaking Paradise - Golf Cart Included!

FAMILY FRIENDLY: BOOK NOW. 2ND FLOOR UNIT OVERLOOKING THE BEAUTIFUL GULF.

Blue Marlin

Sandy's Siesta Key Condo

LaPlage 9

Pelican 406 - 700' Lazy River & Amazing Views

Turtle walk - 1st Floor -Next to 5 TOP EATS /BEACH

Ocean Villa Beachfront Rental

Beautiful 4 bedroom beach cottage

Oceanside, pet friendly, 2/2 smart home with paddle equip.-SUPs, kayaks Property

Surfside 502 - Beachfront 2 BR 2 BA with Private Balcony

Sunshine and relaxation by Lauderdale by the Sea

Pelican D203 NSB Oceanfront 2BR Condo with Breathtaking Views NSB

Sunny Isles - Ocean Reserve building - 3 bedroom / 2 bathroom - Sleeps 10

Right in the middle of Seacrest Beach! Wonderful Studio Condo!

Penthouse Paradise - Monthly Rental

Beach to Bay

CASA CAYO BY THE SEA ~ Waterfront Paradise

Panama City Beach -Townhome - Casa Del Mar West End -2 MIN. WALK TO THE BEACH!!!

A Charming Beach Cottage on Elm

REGENCY TOWERS CONVENIENT 2ND FLOOR

Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

Beachfront Condo on AMI

Summerland Breeze: 28 NIGHT MINIMUM! CHECK OUT OUR JUNE SPECIAL! A three-house resort style getaway in the Florida Keys

Hampton Lakes Luxury 4 Bed Villa, Games room, FREE Internet access, Lake View

PUTTING GREEN. DISC GOLF. SHUFFLEBOARD. HTD POOL. KIDS THEMED BUNK ROOM. CHAIR LIFT

Test Property Headline

OCEAN FRONT KING BDR, 2 BATH, ENC BUNK RM, FREE BCH CHAIRS , NEAR PIER PK

Oceanside waterfront 2/2 home with 55ft dock and paddle equipment

Villa Sydney

Island Paradise 1

7152 Drewrys Bluff Bradenton

Beautiful Classy Gulf Coast Anna Maria Island, Private Pool, Close to Beach

Beautiful Luxury 4 BR2 BA Beach House

Best Marathon House Rental with Heated Pool and Spa, Boat Dock and Ice Maker - Min 7 Nights

Coral Shores

Key Largo Rental Fantastic Views

Seahorse Villa 3 by PMI

SeaDuction of Anna Maria Island

Sea Oats

Villa Margaritaville

Huge & Cozy beachfront 3 bdrm condo with amazing gulf views close to everything!

$99/Nt ~ Jan 3-24 ~ Only 4 Doors to the Beach! Cute and Clean!

Seaside Escape

Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach

Spring Sea'Esta

Coconut Cloud Bungalo

Backyard Bliss

Large Heated Pool, 2 Master-Bedroom suites, Very Close to Gulf Beach

Direct Intracoastal Waterfront Home ~ Million Dollar View

CALYPSO DOLPHIN 3-305 FREE BEACH SETUPS!

Free Golf & Activities! Ocean Ritz 3 BD w/ King Suite!

1 BR w 2 Queen Beds, 1 Murphy Bed. Sleeps 6. 2 Baths. Gated. 1st Floor.

Hidden Treasure

Starfish

Ocean View Condo at The Beach Cottage, #1513, Indian Shores

Beautiful, newly remodeled Clearwater rental home with heated saltwater pool

1/1 SPECIAL PRICE OCT-DEC 2025 CLOSE TO SIESTA, PET FRIENDLY/YARD/ POOL/GYM WALK TO BAY&RESTAURANTS

PRIME LOCATION ON AMI DIRECTLY ON WHITE SUGAR SAND BEACH HEATED POOL

**Dec Weeks Now $2,499/wk* - Renovated - 5/5 Waterfront Dock Pool Hot Tub Putting Green - Steps to the Beach**

**Nov & Dec Now From $1,699/wk* - Backyard Beach Waterfront Dock Pool Spa Putting Green Tiki Hut Walk to Beaches**